(1R,11R,12S)-7-methyl-1-phenyl-13-thia-3-azatetracyclo[9.3.1.03,12.07,12]pentadecane-2,14-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1R,11R,12S)-7-methyl-1-phenyl-13-thia-3-azatetracyclo[9.3.1.03,12.07,12]pentadecane-2,14-dione
• 化学式: C₂₀H₂₃NO₂S
• 分子量: 341.474
• InChiKey: HCIZNHQZRJYNGP-MIJOPJBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,11R,12S)-7-methyl-1-phenyl-13-thia-3-azatetracyclo[9.3.1.03,12.07,12]pentadecane-2,14-dione 以 xylene 为溶剂， 反应 1.0h， 以100%的产率得到7a-Methyl-2-phenyl-1,2,6,7,7a,8,9,10-octahydro-5H-pyrido[3,2,1-ij]quinolin-3-one
  参考文献：
  名称：

  Intramolecular 1,4-dipolar cycloaddition of cross-conjugated heterocyclic betaines. A new route to hexahydrojulolidines and related peri-fused ring systems

  摘要：

  Alkenyl-substituted bicyclic anhydro-4-hydroxy-2-oxo-1,3-thiazinium hydroxides prepared from 3,3-disubstituted thiolactams and 1,3-bielectrophiles formed thermally-induced intramolecular cycloadducts which underwent loss of carbonyl sulfide, followed by a 1,5-hydrogen shift, to hexahydrojulolidines and related ring systems.

  DOI：

  10.1021/jo00071a007
• 作为产物：
  描述：

  3-甲基哌啶-2-酮 在 劳森试剂 、 正丁基锂 作用下， 以 乙醚 、 甲苯 、 苯 为溶剂， 反应 20.0h， 生成 (1R,11R,12S)-7-methyl-1-phenyl-13-thia-3-azatetracyclo[9.3.1.03,12.07,12]pentadecane-2,14-dione
  参考文献：
  名称：

  Intramolecular 1,4-dipolar cycloaddition of cross-conjugated heterocyclic betaines. A new route to hexahydrojulolidines and related peri-fused ring systems

  摘要：

  Alkenyl-substituted bicyclic anhydro-4-hydroxy-2-oxo-1,3-thiazinium hydroxides prepared from 3,3-disubstituted thiolactams and 1,3-bielectrophiles formed thermally-induced intramolecular cycloadducts which underwent loss of carbonyl sulfide, followed by a 1,5-hydrogen shift, to hexahydrojulolidines and related ring systems.

  DOI：

  10.1021/jo00071a007

文献信息

• Intramolecular 1,4-dipolar cycloaddition of cross-conjugated heterocyclic betaines. A new route to hexahydrojulolidines and related peri-fused ring systems
  作者：Kevin T. Potts、Thevarak Rochanapruk、Steven J. Coats、Lazaros Hadjiarapoglou、Albert Padwa

  DOI：10.1021/jo00071a007

  日期：1993.9

  Alkenyl-substituted bicyclic anhydro-4-hydroxy-2-oxo-1,3-thiazinium hydroxides prepared from 3,3-disubstituted thiolactams and 1,3-bielectrophiles formed thermally-induced intramolecular cycloadducts which underwent loss of carbonyl sulfide, followed by a 1,5-hydrogen shift, to hexahydrojulolidines and related ring systems.